エチレングリコールジブチルエーテル

Ethylene glycol dibutyl ether

HCID 8188

基本情報

CAS
112-48-1
標準SMILES
CCCCOCCOCCCC
InChIKey
GDXHBFHOEYVPED-UHFFFAOYSA-N
分子式
C10H22O2
平均分子量
174.28 g/mol
単同位体質量
174.16197994

概要

Ethylene glycol dibutyl ether is a colorless liquid. (USCG, 1999)

名称と識別子

優先名称
Ethylene glycol dibutyl ether
IUPAC
1-(2-butoxyethoxy)butane
現地名
エチレングリコールジブチルエーテル
英語名
Ethylene Glycol Dibutyl Ether
分子式
C10H22O2
分子量
174.28

名称と別名

Ethylene glycol dibutyl etherEthylene glycol di-n-butyl ether1,2-DIBUTOXYETHANEGlycol dibutyl etherHSDB 2827Ethyl glycol dibutyl etherEINECS 203-976-8UNII-1HZO49D869BRN 1738358AI3-194291HZO49D869DTXSID5074268
名称をさらに表示
エチレングリコールジブチルエーテル1,2-ジブトキシエタン5,8-ジオキサドデカン1,1'-[1,2-エタンジイルビス(オキシ)]ビスブタンジブチルセロソルブジブチルグリコールエチレングリコ-ルジブチルエ-テルエチレングリコールジ-N-ブチルエーテルジ-N-ブチルセロソルブジ-n-ブチル セロソルブ1,2-n-ブトキシエタン(エチレングリコールジ-n-ブチルエーテル)エチレングリコールジ‐N‐ブチルエーテル1 , 2 - n - ブトキシエタン(エチレングリコールジ- n - ブチルエーテル)エチレングリコールジ -n- ブチルエーテル1-(2-ブトキシエトキシ)ブタン1,1′-[1,2-エタンジイルビス(オキシ)]ビスブタンDibutyl Glycoldibutyloxitol5,8-DioxadodecaneDI-N-BUTYL GLYCOLglycoldibutyletherDibutyl cellosolve1,2-dibutoxy-ethan
4-01-00-02382 (Beilstein Handbook Reference)BUTANE, 1-(2-BUTOXYETHOXY)-ETHYLENE GLYCOL DIBUTYL ETHER [HSDB]1,2dibutoxyethaneEGDBEEthane, 1,2dibutoxyRefChem:139136ETHYLENE GLYCOL DIBUTYL

データベース識別子

CAS
112-48-1
PubChem CID
8188
DTXSID
DTXSID5074268
UNII
1HZO49D869
EC Number
203-976-8
Nikkaji
J27.099G

物性

構造計算による物性

XLogP
2.5
極性表面積
18.5 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
9
重原子数
12

実験および物理化学的性質

SolventsSolvents -> Glycol Ethers (E Series)
SpringerMaterials PropertiesBoiling point
LogPlog Kow = 2.48
OdorSlight odor
Density · 4 件

0.8 (USCG, 1999) - Less dense than water; will float

0.8319 at 25 °C/25 °C

Bulk density: 7.0 lb/gal at 20 °C ... combustible

Relative density (water = 1): 0.8

Color/FormAlmost colorless liquid

物理化学的性質

融点
-69 °C · -69°C(lit.)
沸点
202 °C · 202°C(lit.)
比重(密度)
0 · 0,84 g/cm3
屈折率
1.413 · 1.4130-1.4150
闪点
85 °C · 85°C
貯蔵温度
Store at room temperature

化学的性質

化学的特性Almost colorless liquid; slight odor. Slightly soluble in water. Combustible.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.

危険有害性情報

Fire Hazards · 2 件

Special Hazards of Combustion Products: On decomposition, it emits acrid smoke and irritating fumes. (USCG, 1999)

Combustible. Above 85 °C explosive vapour/air mixtures may be formed.

Fire PotentialCombustible
Health HazardsModerately toxic by ingestion and skin contact. Irritates skin and eyes. (USCG, 1999)
Hazards Summary · 1 件

In animal experiments, effects include changes in erythrocyte count; [RTECS] A mild skin and eye irritant; Defats the skin; [ICSC] Oxidized by air producing unstable peroxides that can spontaneously explode; A skin and eye irritant; [CAMEO] See GLYCOL ETHERS.

Reactive GroupEthers
Reactivity AlertsPeroxidizable Compound

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water may be ineffective.

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 件

Fresh air, rest.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First AidINHALATION: Call for medical aid. Remove from exposure
Safe StorageSeparated from strong oxidants. Ventilation along the floor.
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Spillage DisposalCollect leaking liquid in sealable containers. Wash away remainder with plenty of water.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC). Volatilization of ethylene glycol dibutyl ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), based upon its vapor pressure, 0.09 mm Hg(3), and water solubility, 2000 mg/L(4). Ethylene glycol dibutyl ether is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 17(SRC), determined from a structure estimation method(2), indicates that ethylene glycol dibutyl ether is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.09 mm Hg(4), and water solubility, 2000 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 4.9 and 39 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 16(SRC), from its log Kow of 2.48(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2007).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethylene glycol dibutyl ether, which has a vapor pressure of 0.09 mm Hg at 20 °C(2), will exist solely in vapor phase in the ambient atmosphere. Vapor-phase ethylene glycol dibutyl ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 10 hours(SRC), calculated from its rate constant of 3.9X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Signs and Symptoms · 2 件

Dry skin. Redness.

Redness.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of ethylene glycol dibutyl ether can be estimated to be 17(SRC). According to a classification scheme(2), this estimated Koc value suggests that ethylene glycol dibutyl ether is expected to have very high mobility in soil(SRC).

Artificial Pollution SourcesEthylene glycol dibutyl ether's production and use as a solvent(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 件

An estimated BCF of 16 was calculated in fish for ethylene glycol dibutyl ether(SRC), using a log Kow of 2.48(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

安全データ

rtecs
KH9450000
hs_code
29091990
化審法
(2)-420, (7)-1321
消防法
危-4-3-III
safety_code
23-24/25
有毒物質データの
112-48-1(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 3 件

Used as a high-boiling inert solvent, e.g., in extraction applications; [Hawley]

High-boiling point inert solvent; specialized solvent and extraction applications.

Solvent

U.S. Production(2006) 1,612 million lb annual capacity /Glycol ethers/
Methods of Manufacturing · 1 件

Ethylene glycol monoethers are usually produced by reaction of ethylene oxide with the appropriate alcohol. A mixture of homologues is obtained ... The glycol monoethers can be converted to diethers by alkylation with common alkylating agents, such as dimethyl sulfate or alkyl halides ( Williamson synthesis). Glycol dimethyl ethers are formed by treatment of dimethyl ether with ethylene oxide. /Ethers/

応用分野 · 5 件

解説エチレングリコールジブチルエーテルとは、エーテル基を2つ持つ化合物です。 「エチレングリコールジ-n-ブチルエーテル」「1,2-ジブトキシエタン」「5,8-ジオキサドデカン」など、さまざまな別名で呼ばれています。常温では無色~わずかに薄い黄色い液体で、水には難溶です。引火性があるため、熱や高温の体、火気から遠ざける必要があります。

説明Ethylene glycol dibutyl ether (EDBE) is a glycol ether with the chemical formula (C4H9OCH2)2. It is a clear liquid with an odor similar to that of acetone and diethyl ether. EDBE is soluble in water but insoluble in organic solvents such as benzene or toluene. EDBE has been shown to have hydroxyl and ether groups, which are essential for its chemical stability. The intramolecular hydrogen bond between the hydroxyl group and the ether oxygen atom is also an important factor in determining the structure of EDBE. EDBE is chemically stable at room temperature and can be found as a component of hydraulic fluids, paints, varnishes, lubricants, adhesives, cleaning agents, and degreasers.

使用High-boiling inert solvent; specialized solvent and extraction applications.

一般的な説明Colorless liquid.

使用用途エチレングリコールジブチルエーテルは、「フォトレジスト」という材料の組成に使われています。フォトレジストとは、光によって物性が変化する性質を持ち、半導体のエッチング (薬品の腐食作用を利用した表面加工技術) に使われる素材です。 半導体部品の加工では、回路などを印刷するために微細な溝をエッチングで形成します。エッチングで重要なのは、削りたい部分だけを薬品に触れさせ、削らない部分は耐食性のあるフォトレジストで被覆することです。 そこで、被覆する部分の形状を精密に制御するため、半導体の表面にフォトレジストを塗布してから特定の波長の光や電子線を照射して、被覆する形状のパターンを焼き付けます。その後、現像液処理で不要な部分のフォトレジストを溶解させ除去し、フォトレジストのない部分をエッチングします。 これにより、選択的に半導体の一部を腐食させ、複雑な構造の集積回路を作ることが可能です。

調製方法

純化方法Shake the ether with aqueous 5% Na2CO3, dry with MgSO4 and store it with chromatographic alumina to prevent peroxide formation. [Beilstein 1 III 2083, 1 IV 2382.]

上流・下流製品情報

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関連反応

2 件

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